Chem. J. Chinese Universities ›› 2001, Vol. 22 ›› Issue (4): 601.

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Trimethylsilylcyanation of Aromatic Aldehydes Catalyzed by BINOL-Li Salt

LIU Da-Xue, WANG Quan, ZHANG Li-Chen, DA Chao-Shan, WANG Rui   

  1. Department of Chemistry, National Elemento organic Chemistry Key Laboratory, Nankai University, Tianjin 300071, China
  • Received:2000-06-12 Online:2001-04-24 Published:2001-04-24

Abstract: Aseries of aromatic cyanohydrins and their Osilyl ethers have been synthesized by trimethylsilylcyanation of aromatic aldehydes using a catalyst generated in situ from optically active R-(+)-1,1'-2-bisnaphthol with n-butyl lithium. Mandelonitrile was prepared in an isolated yield 70% with more than e.e.=60%. The effect of solvents and the amount of catalyst on enantioselectivity was also investigated.

Key words: R (+)-1,1'-2-Bisnaphthol, Enantioselective synthesis, Cyanotrimethylsilane, Aromatic cyanohydrins

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